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Holiday Homes in Illinois

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Illinois Accommodation: Most Popular Cities to Stay

A city skyline with modern skyscrapers and a river with boats and people in the foreground.
Holiday HomesHoliday Homes

Chicago

Chicago

Our top choices for Illinois holiday homes

1. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.6 out of 10, Exceptional, (20 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
The price is £602
includes taxes & fees
13 Sept - 14 Sept
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

2. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (57 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is £281
includes taxes & fees
7 Sept - 8 Sept
LUXE 3 BR, 2 BA + Hot Tub
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

3. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
10.0 out of 10, Exceptional, (3 reviews)
"Such a clean, quiet, comfortable, roomy place to stay. The host, Ben, is great. I will definitely try to stay here next time, provided it’s not already booked."
United States
Max L.
The price is £121
includes taxes & fees
15 Sept - 16 Sept
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A two-story house with a deck, large windows, and a chimney.

4. Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory

Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
The Galena Territory
9.8 out of 10, Exceptional, (162 reviews)
"Great location and a very comfortable stay."
United States
Mary A.
Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory
A living room with a fireplace, a television, and a dining area with a table and chairs.

5. 1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC

1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
Hanover
8.4 out of 10, Very good, (10 reviews)
"The property is small but it has really everything you should need for a get away. Very well decorated, cute little hang out spot. "
United States
Taylor K.
The price is £116
includes taxes & fees
14 Sept - 15 Sept
1-bedroom CHARMING house - 2beds - in delightful Hanover with WiFi, AC
A modern balcony with a city view, a cushioned chair, a small table with a plant, and a potted plant on the floor.

6. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful place and location! Had a great time with my family here"
United States
Pedro C.
The price is £731
includes taxes & fees
16 Sept - 17 Sept
ENVITAE Hotel, 4BR Luxury Modern Apartments
A staircase with wooden steps leading to a kitchen area.

7. Cozy 3-bedroom house in family-oriented Melrose Park.

Cozy 3-bedroom house in family-oriented Melrose Park.
Melrose Park
9.6 out of 10, Exceptional, (45 reviews)
"Wonderful place "
United States
Ben C.
Cozy 3-bedroom house in family-oriented Melrose Park.
A covered outdoor seating area with a ceiling fan, wooden furniture, and a view of trees.

8. Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room

Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room
The Galena Territory
10.0 out of 10, Exceptional, (4 reviews)
"Host was very responsive and easy to work with. House has everything you need and the ability to adjust the hottub temperature to super hot. "
United States
Farzana V.
The price is £572
includes taxes & fees
20 Sept - 21 Sept
Galena modern retreat/ 6 Bedrooms/king beds/ Sauna/HotTub/Resort pool/ game room
A spacious living room with a fireplace, a sofa, a coffee table, and a lamp.

9. Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
The Galena Territory
10.0 out of 10, Exceptional, (158 reviews)
"The host and their home were extremely wonderful! I cannot stress enough what a memorable stay we had!! "
United States
Laura A.
The price is £224
includes taxes & fees
9 Sept - 10 Sept
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
A television on a wooden cabinet displaying a streaming service interface with various app icons and a search bar.

10. Charming Home in Portage Park

Charming Home in Portage Park
Portage Park
8.2 out of 10, Very good, (11 reviews)
"Plenty of lovely little restaurants and places near by! I think the best part is having a 3 minute *walk* to a full on grocery store. Great little VRBO, no complaints!"
United States
Dwayne M.
Charming Home in Portage Park
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with chairs.

11. Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox

Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
Chinatown
10.0 out of 10, Exceptional, (6 reviews)
Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

12. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (33 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is £229
includes taxes & fees
7 Sept - 8 Sept
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A spacious living room with a brick wall, wooden beams, a black leather sofa, a wooden coffee table, and a dining area with a table and chairs.

13. * On the Wine Trail * Hot Tub * Wi-Fi *

* On the Wine Trail * Hot Tub * Wi-Fi *
Alto Pass
9.8 out of 10, Exceptional, (253 reviews)
"we have been staying at this property for years, through different owners"
United States
Kendra P.
* On the Wine Trail * Hot Tub * Wi-Fi *
A living room with a beige sofa, a coffee table, a patterned rug, and a wall art piece.

14. Modern 2-Bedroom House with Free Parking and Convenient Location,

Modern 2-Bedroom House with Free Parking and Convenient Location,
Skokie
5.6 out of 10, (5 reviews)
"Conveniently located to good retail and restaurants!Mir was a great host and provided excellent communication. Would definitely stay again."
United States
Damario J.
Modern 2-Bedroom House with Free Parking and Convenient Location,
A modern kitchen with a large island, stainless steel appliances, and a hexagonal patterned backsplash.

15. Spacious open concept home w/ game room + firepit

Spacious open concept home w/ game room + firepit
Winfield
9.8 out of 10, Exceptional, (99 reviews)
"Great location"
United States
Ross S.
Spacious open concept home w/ game room + firepit
A restaurant with a stone facade, a flagpole with an American flag, and a well-maintained lawn.

16. 2 Bedroom Townhouse w/Soaking Tub + Rain Shower

2 Bedroom Townhouse w/Soaking Tub + Rain Shower
The Galena Territory
10.0 out of 10, Exceptional, (76 reviews)
"It was a very nice place ."
United States
Scott b.
2 Bedroom Townhouse w/Soaking Tub + Rain Shower
A covered porch with two wooden chairs, a brick building with a clock tower in the background, and a street with cars.

17. 10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,

10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Galena
10.0 out of 10, Exceptional, (71 reviews)
"House was very clean and in a great location for walking downtown. "
United States
Carrie
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
A kitchen with green cabinets, a microwave, a stove, and a fruit bowl with apples.

18. Cozy well-appointed Guest Suite on a grass airstrip

Cozy well-appointed Guest Suite on a grass airstrip
Hanover
10.0 out of 10, Exceptional, (18 reviews)
"Both myself and Winston really enjoyed our recent stay. I got to experience "fancy toilet" :) and Winston could roam around the property. Condo was super clean and very nicely decorated. I wish we stayed 2 nights as originally planned..."
United States
Don
The price is £204
includes taxes & fees
7 Sept - 8 Sept
Cozy well-appointed Guest Suite on a grass airstrip
A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

19. New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
The Galena Territory
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful stay! The place was very clean, comfortable and a great location. It had everything we needed and more. We would definitely stay here again and hope to be back next fall! Highly recommend!"
United States
Brooke
The price is £235
includes taxes & fees
29 Sept - 30 Sept
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
A modern kitchen with a marble countertop, stainless steel appliances, wooden cabinets, and pendant lighting.

20. Modern New Construction ~ Private Hot Tub, Fire Pit, Gas Grill

Modern New Construction ~ Private Hot Tub, Fire Pit, Gas Grill
The Galena Territory
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful location"
United States
Julie S.
Modern New Construction ~ Private Hot Tub, Fire Pit, Gas Grill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Illinois Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"very nice location"
Lindsy 2-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Illinois

Illinois Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Illinois?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Illinois?

Choose from 2699 beautiful holiday homes in Illinois for your getaway.


How much is a holiday home in Illinois?

You can find perfect holiday homes in Illinois for as low as £116 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Illinois?

Find the best deals on Illinois holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Illinois?

There’s no better way to spend your well-earned holiday than in a private, cosy Illinois holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Illinois.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Illinois holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Illinois—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Illinois car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Illinois Holiday Homes information

Number of reviews
1,036
Accommodation
2699 Holiday Homes
Lowest Price
£116
Highest Price
£731